Middletown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Middletown Vacation

Reserve a Middletown vacation package that includes everything you need and nothing you don't. Good for nightlife, distilleries and craft breweries and shopping, consider staying in the neighborhood of East Market District. You'll want to take in some sights during your trip to Middletown. Make time for top attractions such as E.P. Tom Sawyer State Park, Mall St. Matthews and Springhurst Towne Center Shopping Center. Check out Expedia's extensive range of travel options and book your ideal vacation to Middletown now.

Price found within the past 48 hours. Click for updated prices.
  • Interior entrance
    Jul 9 - Jul 13

    Moxy Louisville Downtown + Flight

    Downtown Louisville
    4 nights
    3.5 star property
    9.2/10 - Wonderful (761 reviews)
    "Nice hotel in a good location"
    Reviewed May 26, 2026
    Roundtrip • Halifax (YHZ) - Louisville (SDF)
    YHZ - SDF • 1 stop SDF - YHZ • 1 stop
    CA $1,184
    CA $972
    per traveller
    found 23 hours ago
    Moxy Louisville Downtown
  • Dining
    Jul 9 - Jul 13

    Cottonwood Airport & Expo Hotel Louisville + Flight

    Shively
    4 nights
    3.5 star property
    8.6/10 - Excellent (1,001 reviews)
    "B good"
    Reviewed May 27, 2026
    Roundtrip • Halifax (YHZ) - Louisville (SDF)
    YHZ - SDF • 1 stop SDF - YHZ • 1 stop
    CA $1,648
    CA $1,188
    per traveller
    found 23 hours ago
    Cottonwood Airport & Expo Hotel Louisville
  • Reception
    Jul 8 - Jul 14

    Embassy Suites Louisville Downtown + Flight

    Downtown Louisville
    6 nights
    4.0 star property
    9.0/10 - Wonderful (1,251 reviews)
    "Great stay, right in the heart of the 4th Street live party. Free hot breakfast, free happy hour cocktails. Spacious clean and comfortable rooms. Beautiful lobby, several elevators. CVS is attached and to the hotel for any last minute needs. Highly recommended."
    Reviewed May 26, 2026
    Roundtrip • Toronto (YYZ) - Louisville (SDF)
    YYZ - SDF • 1 stop SDF - YYZ • 1 stop
    CA $2,054
    CA $1,638
    per traveller
    found 12 hours ago
    Embassy Suites Louisville Downtown
  • Exterior
    Jul 8 - Jul 14

    Staybridge Suites - Louisville - East by IHG + Flight

    Middletown
    6 nights
    3.0 star property
    8.2/10 - Very good (714 reviews)
    "The staff was friendly and helpful, the room was clean and breakfast was very good. We had a great stay."
    Reviewed May 10, 2026
    Roundtrip • Toronto (YYZ) - Louisville (SDF)
    YYZ - SDF • 1 stop SDF - YYZ • 1 stop
    CA $1,612
    CA $1,300
    per traveller
    found 11 hours ago
    Staybridge Suites - Louisville - East by IHG
  • Lobby lounge
    Jul 9 - Jul 13

    Fairfield Inn & Suites by Marriott Louisville Downtown + Flight

    Downtown Louisville
    4 nights
    3.0 star property
    8.4/10 - Very good (1,002 reviews)
    "nice hotel, very nice and helpful staff, good breakfast. the only thing not ok was that the room did not have thick blinds to cover the full window span . would be helpful as the street lights are quite bright."
    Reviewed May 19, 2026
    Roundtrip • Halifax (YHZ) - Louisville (SDF)
    YHZ - SDF • 1 stop SDF - YHZ • 1 stop
    CA $1,518
    CA $1,245
    per traveller
    found 23 hours ago
    Fairfield Inn & Suites by Marriott Louisville Downtown

Where to stay in Middletown

Find the best Middletown areas and neighborhoods for the activities you enjoy most. Learn more about Middletown
Landscape of Louisville

Downtown Louisville

4 out of top 10 points of interest in this area
4/5(37 area reviews)

Explore "Museum Row" in the West Main District, catch a game at Louisville Slugger Field, or stroll across the pedestrian-only Big Four Bridge. Enjoy diverse attractions, restaurants, and the Louie Link skywalk.

Find hotels in Downtown Louisville

Middletown Hotel Deals

Staybridge Suites - Louisville - East by IHG

Staybridge Suites - Louisville - East by IHG

3 out of 5
11711 Gateworth Way Louisville KY
Fully refundable
The price is CA $148 per night from Jun 8 to Jun 9
CA $148
CA $174 total
Jun 8 - Jun 9
includes taxes & fees
8.2/10 Very Good! (714 reviews)
"The pool was not open which was disappointing for the kids."

Reviewed on May 23, 2026

Staybridge Suites - Louisville - East by IHG
Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
830 Phillips Lane Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jun 7 to Jun 8
CA $122
CA $143 total
Jun 7 - Jun 8
includes taxes & fees
8.8/10 Excellent! (1,466 reviews)
"Good hotel i would come back again"

Reviewed on May 27, 2026

Crowne Plaza Louisville Airport Expo Ctr by IHG
Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
140 North Fourth Street Louisville KY
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from Jun 6 to Jun 7
CA $224
CA $263 total
Jun 6 - Jun 7
includes taxes & fees
9/10 Wonderful! (4,167 reviews)
"Great hotel, nice location on the water. Booked a hotel through Expedia, Expedia didn’t send over the payment so I was charged by the hotel. When the hotel refunded my money, I realized that Expedia charged me $600.52 while the hotel charged me $460.69 for the same stay. Definitely check the cost ..."

Reviewed on May 26, 2026

Galt House Hotel Trademark Collection by Wyndham
See all 2,286 properties in Middletown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Middletown vacation package cost?
From as low as . Yes, you read that right. Our Middletown packages are a simple way to make your dollars go much further. Bundle your preferred flights, hotels and rental car and get to know this destination your way.
How do I get a cheap travel package to Middletown?
Our Middletown vacation packages promise plenty of savings for the savvy traveler. For the best deals, simply bundle your hotel, flights and extras (including activities) into a convenient package. But cheap prices are only the start of your next amazing adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 hotels globally to choose from. Whatever your budget or style, there's a package that's perfect for you.
Where should I stay in Middletown?
You'll want to stay where the action is. Many people like to book hotels around top attractions, such as Southeast Christian Church, Eastgate Shopping Center and Village Square Shopping Center.
What are the top hotels in Middletown?
Comfortable Suite Free Breakfast Buffet + Shared Outdoor Pool. Close To Ford Motor Company and Great Value 2 Bedroom Suite | Free Breakfast + Shared Outdoor Pool. Near Ford Motor Company are among the most popular hotels in Middletown. Why not take a look at the facilities and amenities at each and then decide?
How far in advance should I book my Middletown vacation?
It's tricky picking the best time for airfares, but we usually say the earlier, the better. Most international journeys on Expedia become available to compare up to 12 months in advance. If you're unable to do so, don't despair. Discounted prices appear from time to time within a few weeks of departure dates.
What does an Expedia Middletown travel package include?
Hotels, car rentals and flights — we bring you the very best bargains. All you have to do is pick your favorite combination. Once you've made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it simple to put together an amazing Middletown escape.
What should I know before booking a Middletown travel package?
We already have low prices. However, you'll pick up even more savings if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and tons of choice.
Can I choose my airline with a Middletown Expedia vacation package?
With a vacation package, you're in charge. Whether you're looking to fly to Middletown in economy or first class, simply select from the available airline options. Expedia has access to over 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Middletown vacation package?
Don't worry if you're rethinking your Middletown vacation package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We know life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.

Discover the most popular places to visit in Middletown

Eastgate Shopping Center

During your visit to Louisville, you can find the perfect gifts to bring home at Eastgate Shopping Center. Discover the top-notch restaurants and lively festivals in this romantic area.

Eastgate Shopping Center

Things to do

Live Professional Wrestling Admission Ticket Every Thursday

Live Professional Wrestling Admission Ticket Every Thursday

CA $16
per adult
Live Professional Wrestling Admission Ticket Every Thursday
Historic Walking Tour of Victorian Louisville with Food & Bourbon

Historic Walking Tour of Victorian Louisville with Food & Bourbon

CA $190
per adult
80% of travellers recommend
Historic Walking Tour of Victorian Louisville with Food & Bourbon
Private Louisville Food Tour with Bourbon & Food Tastings

Private Louisville Food Tour with Food Tastings, Drinks & History

CA $479
per adult
Private Louisville Food Tour with Food Tastings, Drinks & History
See all activities in Louisville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.